Synthesis and Characterization of new alpha,beta-unsaturated gamma-lactones: Alkyl 3-acetyl-4-hydroxy-2-methyl-5-oxo-2,5-dihydrofuran-2-ylcarbamates

Ungoren Ş. H., Sacmaci M., Akcamur Y., Arici C., Ulku D.

JOURNAL OF HETEROCYCLIC CHEMISTRY, vol.42, no.4, pp.685-689, 2005 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 42 Issue: 4
  • Publication Date: 2005
  • Doi Number: 10.1002/jhet.5570420431
  • Journal Name: JOURNAL OF HETEROCYCLIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.685-689
  • Yozgat Bozok University Affiliated: No

Abstract

A convenient procedure for the preparation of carbamate derivatives of 5-oxo-2,5-dihydrofuran (3) was described. The method is based on the Michael type addition of three alkyl carbamates (2) with 4-acetyl-5methyl-2,3-dihydro-2,3-furandione (1). According to H-1 nmr spectra of compounds show tautomeric forms (3,4,5) in CDCl3. In the solid state the synthesized compounds are enol forms (3). The products were characterized with molecular spectroscopic methods.